Synthesis of isocoumarin derivatives via the copper-catalyzed tandem sequential cyclization of 2- halo-N-phenyl benzamides and acyclic 1,3-diketones

Veerababurao Kavala; Cheng Chuan Wang; Deepak Kumar Barange; Chun Wei Kuo; Po Min Lei; Ching Fa Yao

doi:10.1021/jo300501j

Synthesis of isocoumarin derivatives via the copper-catalyzed tandem sequential cyclization of 2- halo-N-phenyl benzamides and acyclic 1,3-diketones

Veerababurao Kavala
, Cheng Chuan Wang
, Deepak Kumar Barange
, Chun Wei Kuo
, Po Min Lei
, Ching Fa Yao^*

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

103 Citations (Scopus)

Abstract

A facile and rapid synthesis of isocoumarin derivatives using a copper-catalyzed tandem C-C/C-O coupling strategy from readily available substrates is described. The reactions of a wide range of 2-iodo-N-phenyl benzamides and acyclic diketones as starting materials were investigated.

Original language	English
Pages (from-to)	5022-5029
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	77
Issue number	11
DOIs	https://doi.org/10.1021/jo300501j
Publication status	Published - 2012 Jun 1

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo300501j

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title = "Synthesis of isocoumarin derivatives via the copper-catalyzed tandem sequential cyclization of 2- halo-N-phenyl benzamides and acyclic 1,3-diketones",

abstract = "A facile and rapid synthesis of isocoumarin derivatives using a copper-catalyzed tandem C-C/C-O coupling strategy from readily available substrates is described. The reactions of a wide range of 2-iodo-N-phenyl benzamides and acyclic diketones as starting materials were investigated.",

author = "Veerababurao Kavala and Wang, \{Cheng Chuan\} and Barange, \{Deepak Kumar\} and Kuo, \{Chun Wei\} and Lei, \{Po Min\} and Yao, \{Ching Fa\}",

year = "2012",

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language = "English",

volume = "77",

pages = "5022--5029",

journal = "Journal of Organic Chemistry",

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AU - Kavala, Veerababurao

AU - Wang, Cheng Chuan

AU - Barange, Deepak Kumar

AU - Kuo, Chun Wei

AU - Lei, Po Min

AU - Yao, Ching Fa

PY - 2012/6/1

Y1 - 2012/6/1

N2 - A facile and rapid synthesis of isocoumarin derivatives using a copper-catalyzed tandem C-C/C-O coupling strategy from readily available substrates is described. The reactions of a wide range of 2-iodo-N-phenyl benzamides and acyclic diketones as starting materials were investigated.

AB - A facile and rapid synthesis of isocoumarin derivatives using a copper-catalyzed tandem C-C/C-O coupling strategy from readily available substrates is described. The reactions of a wide range of 2-iodo-N-phenyl benzamides and acyclic diketones as starting materials were investigated.

UR - https://www.scopus.com/pages/publications/84861822406

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U2 - 10.1021/jo300501j

DO - 10.1021/jo300501j

M3 - Article

AN - SCOPUS:84861822406

SN - 0022-3263

VL - 77

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EP - 5029

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

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ER -

Synthesis of isocoumarin derivatives via the copper-catalyzed tandem sequential cyclization of 2- halo-N-phenyl benzamides and acyclic 1,3-diketones

Abstract

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CCDC 937292: Experimental Crystal Structure Determination

CCDC 937293: Experimental Crystal Structure Determination

CCDC 937294: Experimental Crystal Structure Determination

Cite this

Synthesis of isocoumarin derivatives via the copper-catalyzed tandem sequential cyclization of 2- halo-N-phenyl benzamides and acyclic 1,3-diketones

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

Fingerprint

Datasets

CCDC 937292: Experimental Crystal Structure Determination

CCDC 937293: Experimental Crystal Structure Determination

CCDC 937294: Experimental Crystal Structure Determination

Cite this